Anthracene dye and process of making.



UNITED STATES PATENT caries.

ROLAND SCHOIIL, OF GRATZ, AUSTRIA-HUNGARY, AND M'AX HENRY ISLER, OF MANN- HEIM, GERMANY, ASSIGNOES TO BADISCHE ANILIN & SODA FABRIK, OF LUDWIGS- HAFEN-ON-THE-RHINE, GERMANY, A CORPORATION.

v ANTHRACENE DYE AND PROCESS OF MAKING.

No Drawing.

Specification of Letters Patent. Pateinteti APE, EB, 1919.

Application filed December It, 1909. Serial No. 533,105.

To all whom it may concern:

Be it known that we' ROLAND ScHoL Ph. D., professor of chemistry, a subject of the Emperor of Austria-Hungary, residing at Gratz Isnnn, chemist, a citizen of the Swiss Republic, residing at Mannheim, Germany, have invented new and useful Improvements in Anthracene Dyes and Processes of Making Same, of which the following is a specification.

In Letters Patent No. 876,810 is described generically the production of halogenated coloring matters ofthe anthracene series by heating with halogen the coloring matter resulting on treating a 2.2-'dimethyl-1.1-

-ally, in that the shades which it produces on cotton, when dyed from a hydrosulfite 'vat, are very considerably redder and more brilliant than the shades produced by the said specifically claimed. coloring matter, and moreover contains two atomic proportionsof bromin and is free from chlorin. q

. We produce our new coloring matter by treating with bromin the coloring matter which can be obtained by treating 2.2- dimethyl-l.1-dianthraquinonyl with a condensing agent and carrying out such treatment so that at least two atomic proportions of bromin are introduced into the molecule, and we preferably carry out the brominw tion in the presence of nitrobenzene, although this latter is not absolutely necessary.

Austria-Hungary, and MAX I'IENRY' The following example-will serve to illus" trate further the nature of this invention and the method of carrying it into practical effect, but the invention 18 not limited to this example. The parts are by Weight.

Boil together, for from one, to two, hours, in a reflux apparatus, ten parts of the coloring matter obtainable according to Example 7 of the specification of British Letters Patent No. 14,578/05, one hundred, to two hundred, parts of nitrobenzene and twenty-four parts of bromin. If desired, the reaction can be carried out at a considerably lower temperature, but it then requiresa longer. \Vhen the mixture eriod for completion. lscold, filter 01f the coloring matter and free it from nitrobenzene, for instance by washing it with alcohol. The coloring matter can be'obtained in the condition of a paste by dissolving it in concentrated sulfuric acid and recipitating it from this solution by the a dition of water. It yields a blue solution in concentrated sulturicacid, and the color of this solution is unaltered on the addition of boric acid. It is very dimcultly soluble in most solvents, but in alkaline hydrosulfite solution it yields a carmin- 'red vat, which colors cotton'brilliant ca-rmin shades which, upon ex osure to the air, or on wash ng, become red ish orange. The

coloring matter appears to be a dibrom dewhich can be obtained by heating 2.2- dirnethyl-1.1-dianthraquinonyl with a condensing agent,.which new coloring matter contains two atomic proportions o bromin and is a brown powder insoluble in Water and in dilute acids and alkalies and is soluble in concentrated sulfuric acid wlth a blue color and in alkaline hydrosulfite yielding a cherry red vat which produces on cot- 1 0 ton blue-red shades, which shades on washing are converted into brilliant orange-red.

In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.

- ROLAND SCHOLL. MAX HENRY ISLER. YVitnesses' to the signature of Roland Scholl: MIGUEL PFANNL,

. ERNST PHILIPPI.

l/Vitnesses to the signature of'Max Henry Isler:

J. ALEQ. LLOYD, \V. W. SCHMIDT. 

